5-Hydroxy-1,2,3-trimethoxyxanthen-9-one

Details

• Internal ID: 2a285d69-be26-4e71-b324-ae3547673157
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 5-hydroxy-1,2,3-trimethoxyxanthen-9-one
• InChI: InChI=1S/C16H14O6/c1-19-11-7-10-12(16(21-3)15(11)20-2)13(18)8-5-4-6-9(17)14(8)22-10/h4-7,17H,1-3H3
• InChI Key: BQFIZOHBSDOURY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.7716	77.16%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	0.7209	72.09%
OATP1B1 inhibitior	+	0.9523	95.23%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7736	77.36%
P-glycoprotein inhibitior	+	0.6821	68.21%
P-glycoprotein substrate	-	0.7381	73.81%
CYP3A4 substrate	+	0.5650	56.50%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.6511	65.11%
CYP2C9 inhibition	-	0.9806	98.06%
CYP2C19 inhibition	-	0.6277	62.77%
CYP2D6 inhibition	-	0.8588	85.88%
CYP1A2 inhibition	+	0.9585	95.85%
CYP2C8 inhibition	+	0.5785	57.85%
CYP inhibitory promiscuity	-	0.5523	55.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9679	96.79%
Eye irritation	+	0.8264	82.64%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6712	67.12%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8648	86.48%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.7756	77.56%
Androgen receptor binding	+	0.6505	65.05%
Thyroid receptor binding	+	0.6390	63.90%
Glucocorticoid receptor binding	+	0.7469	74.69%
Aromatase binding	+	0.7160	71.60%
PPAR gamma	+	0.8138	81.38%
Honey bee toxicity	-	0.8935	89.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.8585	85.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.46%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.55%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.43%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.36%	89.00%
CHEMBL2535	P11166	Glucose transporter	92.91%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.68%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.79%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.34%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.30%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.11%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.07%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.43%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	84.32%	94.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.28%	94.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.74%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	81.05%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101683503
• LOTUS: LTS0189814
• wikiData: Q104402977